Winter Looks

STYLE SPOTLIGHT

Women's Denim Bottoms

Women's Sweaters & Cardigans

Women's Jackets

Trendy & New Winter Outfits for Women

Refresh your wardrobe this season with women’s winter outfits and chic styles from Windsor! Embrace the colder months in trendsetting clothes, shoes, and accessories perfect for layering. Winter is all about standout style, so explore winter dresses in mini, midi, and long silhouettes to create stylish holiday outfits. Discover the latest sweater dresses, floral and plaid prints, and classic fabrics like satin, lace, and velvet for holiday parties and winter formals. For an effortlessly cozy vibe, shop trendy sweater dresses, ruched details, and luxe marble and swirl prints.

Find endless winter outfit ideas in Windsor’s collection, featuring this season’s top winter fashion trends. Refresh your look with rich hues like burgundy, plum, hunter green, and oatmeal brown, perfect for any occasion. Style up your casual outfits with soft, cozy sweaters and long-sleeve tops for layering. Keep warm with essential winter layers like plaid shackets, oversized flannels, and sherpa-lined jackets. Complete your everyday winter style with matching sets, long dusters, and statement jackets, like a faux sherpa coat or rhinestone-studded denim jacket, to capture your best winter look.

No winter closet is complete without women’s jeans and chic winter bottoms. Choose dark wash jeans or faux leather leggings to add an edgy twist, or go for paperbag trousers in stylish tie-waist designs. Mix and match plaid mini skirts and faux suede skirts with bodysuits, long-sleeve tops, or cardigans to create versatile looks for family gatherings, work parties, and date nights. Step out in elevated plaid pants, wide-leg jumpsuits, or sleek catsuits to stay on-trend this season.

Complete your winter outfits with must-have accessories. Explore a variety of scarves, berets, and stylish boots, from knee-high boots to heeled booties, perfect for holiday gatherings and outdoor winter activities. Add layered necklaces, bold earrings, and trendy belts to glam up your look. Style up for the season with ankle booties, cowboy boots, and thigh-high boots to make a statement. With quilted crossbody bags and chic clutches, Windsor has everything you need for women’s winter outfits to create looks you’ll love all season long.

How can I layer winter outfits to stay warm without losing style?

Layering is key to winter style, and Windsor’s winter outfits make it easy to stay warm while looking chic. Start with basics like a fitted long-sleeve top or bodysuit, then add a cozy sweater or cardigan. Try layering a plaid shacket or an oversized faux sherpa coat for extra warmth. For dresses, layer a jacket over a sweater dress and finish the look with a scarf and knee-high boots. This approach keeps you comfortable without sacrificing style.

What fabrics are best for stylish winter outfits?

Fabrics like velvet, knit, sherpa, and faux leather are ideal for keeping warm and stylish this winter. Velvet and sherpa are soft and luxurious, perfect for holiday parties and formal events. Knit fabrics, including chunky sweaters and long-sleeve tops, offer warmth and comfort for casual outings. For an edgier look, faux leather pants and skirts add a trendy vibe while keeping you insulated against the cold. Explore Windsor’s range of winter fabrics for outfits that suit every occasion.

What are some winter outfit ideas that can go from day to night?

Transitioning a winter outfit from day to night is all about versatile pieces. Start with a sweater and dark wash jeans for a casual day look, then swap the jeans for a plaid mini skirt and add heeled booties for the evening. Another option is to layer a faux leather jacket over a knit dress for a cozy day look, then add statement jewelry and knee-high boots to elevate it for a night-out look. Windsor’s collection has all the essentials you need to create winter outfits that easily adapt to any time of day.

What accessories should I add to complete my winter outfits?

Winter accessories not only add style but also warmth to any outfit. A plaid scarf, a cozy beret, or a chic knit hat will instantly elevate your winter look. Consider layering with jewelry like chain-link necklaces or hoops for a touch of glam. For footwear, try ankle booties or knee-high boots, which pair well with jeans, skirts, and dresses. And don’t forget a quilted handbag or crossbody purse to hold all your essentials in style!

How do I choose the right winter boots for different outfits?

Choosing the right boots depends on the look you’re going for. Ankle booties are versatile for casual looks and pair well with jeans or leggings. Knee-high and over-the-knee boots offer more coverage and look stunning with dresses, skirts, and holiday outfits. For a bold statement, try heeled booties or even cowboy boots with a plaid dress or faux leather skirt. Windsor’s boot collection has styles for every occasion from everyday wear to festive gatherings, and are designed with comfort in mind.

What are some comfortable yet stylish outfits for winter holidays and gatherings?

Comfort and style can go hand-in-hand for winter holiday events. A sweater dress with tights and knee-high boots creates a cozy but polished look for family gatherings. If you’re attending a holiday party, try a satin or velvet dress with an oversized blazer and heeled booties. Look for one-shoulder or single-sleeve styles for a modern twist on classic silhouettes. For casual gatherings, a matching plaid set or sherpa-lined jacket paired with dark jeans offers comfort and effortless style. Windsor’s winter collection has options for every event on your calendar this season.

  • She's Fab Mesh Marabou Bolero

    Everyone will be thinking about how fabulous you look in this glitter mesh bolero perfect for layering over your outfit! It features sheer long sleeves with marabou trim cuffs, an open-front design with marabou trim, and a cropped hem. Style over an LBD for a date night!

    Fit & Features

    • Sheer long sleeves, marabou trim cuffs
    • Open-front design with marabou trim
    • Cropped hem
    • Glitter mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06202-0383

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Day Turtleneck Knit Crop Top

    It's always a sweet day when you can slip on this turtleneck crop top featuring long sleeves, and adjustable side ruched ties, and is composed of stretchy rib-knit fabric. Style with a midi skirt to complete your cute look!

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Adjustable side ruched ties
    • Cropped hem
    • RIb-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4643

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cinch Up Faux Leather Corset Belt

    Cinch up your look to be seriously stylish with this faux leather corset belt featuring a wide design and an elasticized back with snap button closures. Complete the look with a fitted blouse.

    Fit & Features

    • Wide design
    • Corset-styling
    • Elasticized back with snap button closures
    • Faux leather material

    Style Number/Barcode: 07301-0570

    Category Name: Winter Looks

    Price: $5.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Simple Sleek Faux Leather Crossbody Purse

    This simple and sleek faux leather crossbody purse is perfect for taking from day to night. It features a fold-over design with a thin metal trim, a magnetic snap button closure, and a chain-link shoulder strap. Style with your fave pair of hoop earrings.

    Fit & Features

    • Rectangular shape
    • Fold-over design, thin metal trim
    • Magnetic snap button closure
    • Chain-link shoulder strap
    • Single zippered pocket on the interior
    • Faux leather fabric

    Style Number/Barcode: 07203-1034

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Demure Diva Marabou Ring Clutch

    Unveil a subtle demure diva allure with this marabou feather clutch bag featuring a rounded, rectangular body with metal hardware, a rhinestone ring clasp closure, a detachable chain link strap, and a spacious interior. Style with a strapless jumpsuit and heels for a dinner party.

    Fit & Features

    • Rounded rectangular body
    • Marabou feathers
    • Metal hardware
    • Rhinestone ring clasp closure
    • Detachable chain link strap
    • Spacious interior

    Style Number/Barcode: 07203-1123

    Category Name: Winter Looks

    Price: $17.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep Me Cozy Slouchy Knit Sweater

    The perfect chilly day staple! Cozy up in this cute sweater featuring slouchy dolman sleeves, a boat neckline, and a relaxed crop hem on rib-knit fabric. Pair with casual trouser pants to complete the look!

    Fit & Features

    • Slouchy dolman sleeves
    • Boat neckline
    • Relaxed crop hem
    • Soft rib-knit sweater fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1522

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Card Knit Cutout Crop Top

    Match your wardrobe to your mood! This flirty crop top features long sleeves, a v-neck, and dual front twist accents and cutouts on brushed knit fabric with plenty of stretch. Style with high-rise jeans for happy hour!

    Fit & Features

    • Long sleeves
    • V-neck
    • Dual front twist accents and cutouts
    • Cropped hem
    • Brushed knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4554

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Morning Brew Henley Midi Dress

    Serve major looks in the morning slaying it in this midi dress featuring long sleeves, a collared v-neckline, a button-down front, a bodycon silhouette, and a slit hem. Style with a Panama hat and booties!

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Button-down front
    • Bodycon silhouette
    • Midi-length slit hem
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4797

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl In Love Block Heel Booties

    Girl, it'll be love at first sight of you in these basic nubuck booties! They feature an almond toe, block heel, side zipper closure, and a short above the ankle length fit. Complete the look in a new skinny jeans for your next weekend plans!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Short, above the ankle length fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1569

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet In Tweed V-Neck Sweater

    Show your sweet side! This tweed plaid sweater features long dolman sleeves, a V-neck, and a relaxed fit hem. Complete the look in faux leather pants for a dinner party!

    Fit & Features

    • Long dolman sleeves
    • V-neck
    • Relaxed fit hem
    • Plaid tweed fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1600

    Category Name: Winter Looks

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In Check Faux Sherpa Bucket Hat

    Your 'fit will be in check with this faux sherpa bucket hat with a cool checkered pattern! Style with a casual trench coat to complete the look.

    Fit & Features

    • Faux sherpa
    • Bucket hat styling
    • Checkered pattern

    Style Number/Barcode: 07302-1353

    Category Name: Winter Looks

    Price: $1.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harper Mid-Rise Skinny Jeans By Windsor Denim

    The jeans you never knew you needed! The Harper mid-rise jeans by Windsor denim will fit your body like a glove. She features a flattering skinny-leg design, and ankle-length hem, and is composed of clean dark wash denim with vintage-inspired color fading. Style with an edgy corset top for dinner and drinks!

    Fit & Features

    • Mid-rise waist
    • Skinny-leg design
    • Ankle-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Clean dark wash denim, color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0382

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seasonal Treat Chenille Crop Sweater

    Your new go-to chenille sweater for the fall to winter months is here! It features slouchy long sleeves, ribbed cuffs and crew neck, a relaxed silhouette, and cropped hem with dual asymmetrical slit accents. Complete the look in high-rise jeans for looking at Christmas lights!

    Fit & Features

    • Slouchy long sleeves
    • Ribbed cuffs and crew neckline
    • Relaxed silhouette
    • Cropped hem, asymmetrical slit accents
    • Chenille knit fabric
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1574

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spine Chilling Eyelash Knit Sweater

    This eyelash knit sweater may give you chills at how cute it is! The sweater features long sleeves with cuffs, a mock neckline, cropped hem, and a partial open-back design with tie closure. Complete the look in a mini skirt and boots.

    Fit & Features

    • Long sleeves with cuffs
    • Mock neckline
    • Cropped hem
    • Partial open-back design tie closure
    • Fuzzy eyelash knit
    • Fits true to size

    Style Number/Barcode: 06005-1480

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Bliss Cutout Sweater Dress

    You'll feel bliss with this sweater dress in your closet! It features long sleeves, a mock neck, a cutout bust, and a bodycon mini-length silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Cutout bust
    • Bodycon silhouette
    • Mini-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1585

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Date Satin Wide Leg Pants

    Getting ready for your dinner date is a breeze with these satin pants to look chic and feel relaxed! The pants feature a high-rise waist, wide-leg silhouette, and a pleated design. Complete the look with a matching top

    Shop Matching Top: Dinner Date Satin Button Down Top

    Fit & Features

    • High-rise waist
    • Wide-leg silhouette
    • Pleated design
    • Satin non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06502-1324

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dinner Date Satin Button Down Top

    Getting ready for your dinner date is a breeze with this satin top to look chic and feel relaxed! The top features long sleeves, a collared neck, button-down closures, and a pleated design. Complete the look with matching bottoms.

    Shop Matching Bottoms: Dinner Date Satin Wide Leg Pants

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Button-down closures
    • Pleated design
    • Satin non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 06001-4548

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Luxe Faux Fur Shawl Wrap

    Elevate your formal outfits with this faux fur shawl wrap that is so luxe! Featuring an over-the-shoulder draped design with a collar, an elastic cinched design near a front hook and eye closure, and an ultra-soft faux fur fabric with a smooth satin lining, this wrap will step up the glam factor. For your next special occasion, layer this chic wrap over your formal dress and complete your look with a rhinestone evening bag.

    Fit & Features

    • Over-the-shoulder draped design, collar
    • Elastic cinched design, front hook and eye closure
    • Faux fur fabric
    • Satin woven lining
    • No stretch

    Style Number/Barcode: 07305-0442

    Category Name: Winter Looks

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Glam Sequin Feather Trim Crop Top

    Show off flawless glamour in this sequin crop top that was made for a party! It features a crew neckline, long fitted sleeves with trendy feather trim cuffs, a cropped, fitted hem, and all-over sequin embroidery for the prettiest shine. Style with high-rise dress pants and clear heels.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves, feather trim cuffs
    • Back keyhole cutout, button closure
    • Cropped, fitted hem
    • All-over sequin embroidery
    • Knit fabric, mesh interior, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06003-1995

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Feels Turtle Neck Sweater

    The perfect turtle neck sweater to give you the autumn feels! It features cozy long sleeves with ribbed cuffs, a relaxed fit, and a ribbed hem on pointelle knit fabric. Complete the look in leggings and booties.

    Fit & Features

    • Long sleeves with ribbed cuffs
    • Turtle neck
    • Relaxed fit
    • Ribbed hem
    • Pointelle knit design
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1476

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Cutie Cable Knit Sweater

    Cutie alert! Keep chill and cozy in this cable knit sweater featuring long sleeves with ribbed cuffs, a surplice v-neckline, and a cropped hem of soft knit fabric. Complete the look in a basic cami and jeans.

    Fit & Features

    • Long sleeves with ribbed cuffs
    • Surplice v-neckline
    • Cropped hem
    • Cable knit design
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1484

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy In Velvet Marabou Crop Top

    Look like a dream in this velvet crop top perfect for dressing up your favorite jeans or skirt! It features an off-the-shoulder neckline and long sleeves with marabou feather cuffs. Complete the look with best-selling bottoms and heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves with marabou feather cuffs
    • Cropped hem
    • Velvet fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4756

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love This Shine V-Neck Knit Sweater

    Bring the shine this holiday season in this cropped sweater featuring cozy, long balloon sleeves, a v-neck, relaxed silhouette, crafted on sparkly lurex ribbed-knit fabric that's soft and comfortable. Complete the look in faux suede booties and jeans.

    Fit & Features

    • Long balloon sleeves
    • V-neck
    • Relaxed silhouette
    • Cropped hem 
    • Soft and comfortable
    • Sparkly lurex ribbed-knit, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1471

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season Chill Popcorn Knit Sweater

    This season, embrace the chill in this cozy popcorn knit sweater featuring a trendy, off-the-shoulder neckline, balloon long sleeves, and a relaxed fit. Complete the look in high-rise jeans and boots.

    Fit & Features

    • Off-the-shoulder neckline
    • Balloon long sleeves
    • Relaxed fit
    • Soft and cozy
    • Popcorn knit design
    • Fits true to size

    Style Number/Barcode: 06005-1478

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance